Heterocyclic amide compound

Abstract

The present invention provides a heterocyclic amide compound of Formula (1), and an agricultural chemical containing it, particularly a herbicide: in which Q is an aromatic heterocycle of any one of Q-1 to Q-5, W is an aromatic heterocycle of W-1, W-2, or W-3, X is an oxygen atom, etc., R 1a is a hydrogen atom, a halogen atom, or C 1-6 alkyl, etc., R 1b is a hydrogen atom, R 1c is C 1-6 alkyl, R 2a is a halogen atom, or C 1-6 alkyl, etc., R 2c is C 1-6 haloalkyl, R 3 is a hydrogen atom, etc., R 4a , R 4b , R 4c and R 4d are each independently a hydrogen atom, or C 1-6 alkyl, etc., R 5a , R 5b and R 5c are each independently a hydrogen atom, or C 1-6 alkyl, etc., and n is an integer of 0, 1, 2 or 3.

The invention claimed is: 
     
       1. A heterocyclic amide compound of Formula (1): 
       
         
           
           
               
               
           
         
         where Q is an aromatic heterocycle of any one of Q-1 to Q-5; 
       
       
         
           
           
               
               
           
         
         W is an aromatic heterocycle of W-1, W-2, or W-3; 
       
       
         
           
           
               
               
           
         
         X is an oxygen atom or a sulfur atom; 
         R 1a  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, C 3-6  cycloalkenyl, —C(O)R 8 , —C(O)OR 16 , cyano, —OR 9 , —S(O) m1 R 10 , —N(R 11 )R 12 , —C(═NR 12b )R 8b , phenyl, phenyl substituted with (R 7 ) p , naphthyl, or any one group of U-1 to U-25; 
         R 1b  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 1-6 ) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, phenyl, phenyl substituted with (R 7 ) p , naphthyl, 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 1c  is C 1-6  alkyl; 
         R 2a  is a halogen atom, C 1-6  alkyl, C 1-6  haloalkyl, —C(O)R 18 , —C(O)OR 24 , cyano, nitro, —OR 19 , —S(O) m3 R 20 , —N(R 21 )R 22 , phenyl, or phenyl substituted with (R 7 ) p ; when n is an integer of 2 or more, R 2a  are optionally the same as or different from each other, and when two R 2a  are adjacent, the two adjacent R 2a  optionally form a 6-membered ring together with carbon atoms bonded to each R 2a  by forming —CH═CH—CH═CH—; 
         R 2c  is C 1-6  haloalkyl; 
         R 3  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl optionally substituted with R 27 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, —C(O)R 25 , or —C(O)OR 26 ; 
         R 4a  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 27 , C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, —NH 2 , C 1-6  alkylamino, di(C 1-6  alkyl)amino, —NHC(O)R 8 , phenyl, phenyl substituted with (R 28 ) r , 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 4b  is a hydrogen atom, a halogen atom, cyano, nitro, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 27 , C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, —C(O)OR 16 , —OR 38 , —S(O) m3 R 20 , —NH 2 , C 1-6  alkylamino, di(C 1-6  alkyl)amino, —NHC(O)R 8 , phenyl, phenyl substituted with (R 28 ) r , 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 4c  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 27 , phenyl, phenyl substituted with (R 28 ) r , 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 4d  is a hydrogen atom, C 1-6  alkyl, or (C 1-6 ) alkyl substituted with R 35 ; 
         U-1 to U-5, U-5a, U-6, U-6a, U-7 to U-10, U-10a, U-11, U-11a, U-12, U-12a, U-13, U-13a, U-14 to U-22, U-22a, U-23, U-24, U-25, and U-26 are respective heterocycles of the following structures; 
       
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         R 5a  and R 5b  are each independently a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, phenyl, or phenyl substituted with (R 28 ) r ; 
         R 5c  is a hydrogen atom, C 1-6  alkyl, or (C 1-6 ) alkyl substituted with R 36 , or R 5c  optionally forms a 6-membered ring together with a nitrogen atom to which R 5c  is bonded and a carbon atom to which R 4d  is bonded by forming —(CH 2 ) 4 — or —CH═CH—CH═CH— with R 4d ; 
         R 6  is a halogen atom, cyano, C 3-6  cycloalkyl, —C(O)R 8 , —C(O)OR 16 , —OR 13 , —S(O) m2 R 14 , phenyl, or phenyl substituted with (R 7 ) p ; 
         R 7  is a halogen atom, cyano, nitro, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, C 1-6  alkylcarbonyl, C 3-6  cycloalkylcarbonyl, C 1-6  haloalkylcarbonyl, C 3-6  halocycloalkylcarbonyl, C 1-6  alkoxycarbonyl, C 1-6  haloalkoxycarbonyl, C 1-6  alkylaminocarbonyl, C 1-6  haloalkylaminocarbonyl, di(C 1-6  alkylamino)carbonyl, —OR 15 , —S(O) m3 R 20 , C 1-6  alkylaminosulfonyl, di(C 1-6  alkyl)aminosulfonyl, —NH 2 , C 1-6  alkylamino, di(C 1-6  alkyl)amino, 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 8  is a hydrogen atom, C 1-6  alkyl, or —N(R 11a )R 12a ; 
         R 8b  is a hydrogen atom or C 1-6  alkyl; 
         R 9  is a hydrogen atom, C 1-6  alkyl, or phenyl; 
         R 10  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, or C 2-6  haloalkynyl; 
         R 11  and R 12  are each independently a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, phenylsulfonyl, phenyl, phenyl substituted with (R 7 ) p , U-7, U-8, U-9, or U-14 to U-19, or R 11  optionally forms a 3-7-membered ring together with a nitrogen atom to which R 11  and R 12  are bonded by forming a C 2-6  alkylene chain together with R 12 , and in this case, the alkylene chain optionally contains one O, S, S(O), S(O) 2 , or N(R 33 ) and is optionally substituted with an oxo group or a thioxo group; 
         R 11a  and R 12a  are each independently a hydrogen atom, C 1-6  alkyl, or phenyl, or R 11a  optionally forms a 3-7-membered ring together with a nitrogen atom to which R 11a  and R 12a  are bonded by forming a C 2-6  alkylene chain together with R 12a , and in this case, the alkylene chain optionally contains one O, S, S(O), S(O) 2 , or N(R 33 ) and is optionally substituted with an oxo group or a thioxo group; 
         R 12b  is —OR 19b ; 
         R 13  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, —C(O)R 8 , or phenyl; 
         R 14  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, or phenyl; 
         R 15  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, or C 1-6  cycloalkenyl; 
         R 16  is a hydrogen atom, C 1-6  alkyl, or (C 1-6 ) alkyl substituted with R 37 ; 
         R 18  is a hydrogen atom or C 1-6  alkyl; 
         R 19  is a hydrogen atom, C 1-6  alkyl, or phenyl; 
         R 19b  is a hydrogen atom or C 1-6  alkyl; 
         R 20  is C 1-6  alkyl, C 1-6  haloalkyl, C 3-6  cycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, or C 3-6  cycloalkenyl; 
         R 21  and R 22  are each independently a hydrogen atom, C 1-6  alkyl, or phenyl, or R 21  optionally forms a 3-7-membered ring together with a nitrogen atom to which R 21  and R 22  are bonded by forming a C 2-6  alkylene chain together with R 22 , and in this case, the alkylene chain optionally contains one O, S, S(O), S(O) 2 , or N(R 39 ) and is optionally substituted with an oxo group or a thioxo group; 
         R 24  is a hydrogen atom or C 1-6  alkyl; 
         R 25  and R 26  are each independently a hydrogen atom, C 1-6  alkyl, C 1-6  haloalkyl, C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, or phenyl; 
         R 27  is a halogen atom, cyano, nitro, phenyl, phenyl substituted with (R 28 ) r , —C(O)OR 16 , —OR 29 , —S(O) m4 R 30 , 5-6-membered heteroaryl, 5-6-membered heteroaryl substituted with R 28  and R 28a , 3-7-membered heterocyclyl, or 3-7-membered heterocyclyl substituted with R 28  and R 28a ; 
         R 28  is a halogen atom, cyano, nitro, C 1-6  alkyl, C 1-6  haloalkyl, C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, (C 1-6  alkoxy) C 1-6  alkyl, —OR 31 , or —S(O) m4 R 30 ; when t2, t3, t4, t5, t7, t8, or t9 is an integer of 2 or more, R 28  are optionally the same as or different from each other; further when two R 28  are adjacent, the two adjacent R 28  optionally form a 6-membered ring together with carbon atoms to which each R 28  is bonded by forming —CH═CH—CH═CH—; 
         R 28a  is C 1-6  alkyl, C 1-6  haloalkyl, (C 1-6  alkoxy) C 1-6  alkyl, or (C 1-6  alkylthio) C 1-6  alkyl; 
         R 29 , R 30 , and R 31  are each independently a hydrogen atom, C 1-6  alkyl, C 1-6  haloalkyl, C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, or phenyl; 
         R 33  is a hydrogen atom or C 1-6  alkyl; 
         R 34  is a halogen atom, cyano, C 3-6  cycloalkyl, —C(O)R 8 , —C(O)OR 16 , —OR 33 , —S(O) m6 R 33 , phenyl, phenyl substituted with (R 7 ) p , U-1, U-3, U-7, U-8, U-9, or U-14 to U-25; 
         R 35  is a halogen atom or C 1-6  alkoxy; 
         R 36  is a halogen atom or C 1-6  alkoxy; 
         R 37  is C 1-6  alkoxy, 
         R 38  is C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, or phenyl; 
         R 39  is a hydrogen atom or C 1-6  alkyl; 
         t1 is an integer of 0 or 1; 
         m1, m2, m3, m4, m6, and t2 are each independently an integer of 0, 1, or 2; 
         n and t3 are each independently an integer of 0, 1, 2, or 3; 
         p and r are each independently an integer of 1, 2, 3, 4, or 5; 
         t4 is an integer of 0, 1, 2, 3, or 4; 
         t5 is an integer of 0, 1, 2, 3, 4, or 5; 
         t7 is an integer of 0, 1, 2, 3, 4, 5, 6, or 7; 
         t8 is an integer of 0, 1, 2, 3, 4, 5, 6, 7, or 8; and 
         t9 is an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9, or a salt thereof. 
       
     
     
       2. The heterocyclic amide compound or the salt thereof according to  claim 1 , wherein W is an aromatic heterocycle of W-1 or W-2; and
 R 2a  is a halogen atom, C 1-6  alkyl, C 1-6  haloalkyl, —C(O)R 18 , —C(O)OR 24 , cyano, nitro, —OR 19 , or —S(O) m3 R 20 , and when n is an integer of 2 or more, R 2a  are optionally the same as or different from each other. 
 
     
     
       3. The heterocyclic amide compound or the salt thereof according to  claim 2 , wherein R 1b  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 3 -6) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, phenyl, phenyl substituted with (R 7 ) p , naphthyl, or any one group of U-1 to U-25;
 R 4a  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 27 , C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, —NH 2 , C 1-6  alkylamino, di(C 1-6  alkyl)amino, —NHC(O)R 8 , phenyl, phenyl substituted with (R 28 ) r , or any one group of U-1 to U-26; 
 R 7  is a halogen atom, cyano, nitro, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, C 3-6  halocycloalkyl, C 2-6  alkenyl, C 2-6  haloalkenyl, C 2-6  alkynyl, C 2-6  haloalkynyl, C 3-6  cycloalkenyl, C 1-6  alkylcarbonyl, C 3-6  cycloalkylcarbonyl, C 1-6  haloalkylcarbonyl, C 3-6  halocycloalkylcarbonyl, C 1-6  alkoxycarbonyl, C 1-6  haloalkoxycarbonyl, C 1-6  alkylaminocarbonyl, C 1-6  haloalkylaminocarbonyl, di(C 1-6  alkyl amino)carbonyl, —OR 15 , —S(O) m3 R 20 , C 1-6  alkylaminosulfonyl, di(C 1-6  alkyl)aminosulfonyl, —NH 2 , C 1-6  alkylamino, di(C 1-6  alkyl)amino, or any one group of U-1 to U-26; and 
 R 27  is a halogen atom, cyano, nitro, phenyl, phenyl substituted with (R 28 ) r , —C(O)OR 16 , —OR 29 , —S(O) m4 R 30 , or any one group of U-1 to U-26. 
 
     
     
       4. The heterocyclic amide compound or the salt thereof according to  claim 3 , wherein R 1a  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, C 3-6  cycloalkenyl, —C(O)R 8 , —OR 9 , —S(O) m1 R 10 , —N(R 11 )R 12 , —C(═NR 12b )R 8b , phenyl, phenyl substituted with (R 7 ) p , U-3, U-5a, U-6a, U-7, U-8, U-10a, U-11a, U-12a, or U-13a;
 R 1b  is C 1-6  alkyl or (C 1-6 ) alkyl substituted with R 6 ; 
 R 2a  is a halogen atom, C 1-6  alkyl, C 1-6  haloalkyl, or —S(O) m3 R 20 , and when n is an integer of 2 or more, R 2a  are optionally the same as or different from each other; 
 R 3  is a hydrogen atom or C 1-6  alkyl; 
 R 4a  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 3-6  cycloalkyl, phenyl, phenyl substituted with (R 28 ) r , or a heterocycle of U-1, U-2, U-7, U-10a, or U-26; 
 R 4b  is C 1-6  alkyl; 
 R 4c  is a hydrogen atom; 
 R 4d  is C 1-6  alkyl; 
 R 5a  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , C 2-6  alkenyl, or phenyl; 
 R 5b  is a hydrogen atom or C 1-6  alkyl; 
 R 5c  is C 1-6  alkyl, or R 5c  optionally forms a 6-membered ring together with a nitrogen atom to which R 5c  is bonded and a carbon atom to which R 4d  is bonded by forming —(CH 2 ) 4 — or —CH═CH—CH═CH— with R 4d ; 
 R 7  is a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , or —OR 15 ; 
 R 8b  is a hydrogen atom; 
 R 9  is C 1-6  alkyl; 
 R 10  is C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 2-6  alkenyl, or C 2-6  alkynyl; 
 R 11  is C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, phenylsulfonyl, phenyl, phenyl substituted with (R 7 ) p , or U-7; 
 R 12  is a hydrogen atom or C 1-6  alkyl; 
 R 11  optionally forms a 5-6-membered ring together with a nitrogen atom to which R 11  and R 12  are bonded by forming a C 4-5  alkylene chain together with R 12 , and in this case, the alkylene chain optionally contains one O, S, S(O), or S(O) 2 ; 
 R 11a  is C 1-6  alkyl; 
 R 12a  is a hydrogen atom; 
 R 13  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , —C(O)R 8 , or phenyl; 
 R 14  is C 1-6  alkyl or (C 1-6 ) alkyl substituted with R 34 ; 
 R 15  is C 1-6  alkyl; 
 R 19b  is C 1-6  alkyl; 
 R 20  is C 1-6  alkyl; 
 R 27  is a halogen atom, phenyl, phenyl substituted with (R 28 ) r , —OR 29 , —C(O)OR 16 , or —S(O) m4 R 30 ; 
 R 28  is a halogen atom, C 1-6  alkyl, or —OR 31 ; when t2, t3, t4, t5, or t7 is an integer of 2 or more, R 28  are optionally the same as or different from each other; and further when two R 28  are adjacent, the two adjacent R 28  optionally form a 6-membered ring together with carbon atoms to which each R 28  is bonded by forming —CH═CH—CH═CH—; 
 R 29  is C 1-6  alkyl; 
 R 30  is C 1-6  alkyl; 
 R 31  is C 1-6  alkyl; 
 R 33  is C 1-6  alkyl; and 
 R 34  is a halogen atom, cyano, C 3-6  cycloalkyl, —C(O)R 8 , —C(O)OR 16 , —OR 33 , —S(O) m6 R 33 , phenyl, phenyl substituted with (R 7 ) p , U-1, U-8, or U-22a. 
 
     
     
       5. The heterocyclic amide compound or the salt thereof according to  claim 4 , wherein Q is an aromatic heterocycle of Q-1; and
 W is an aromatic heterocycle of W-1. 
 
     
     
       6. The heterocyclic amide compound or the salt thereof according to  claim 5 , wherein X is an oxygen atom;
 R 1a  a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, C 3-6  cycloalkenyl, —C(O)R 8 , —OR 9 , —S(O) m1 R 10 , —N(R 11 )R 12 , —C(═NR 12b )R 8b , phenyl, phenyl substituted with (R 7 ) p , U-5a, U-6a, U-7, U-8, U-10a, U-11a, U-12a, or U-13a; 
 R 2a  is a C 1-6  alkyl, C 1-6  haloalkyl, or —S(O) m3 R 20 , and when n is an integer of 2 or more, R 2a  are optionally the same as or different from each other; 
 R 6  is a halogen atom, cyano, C 3-6  cycloalkyl, —C(O)R 8 , —C(O)OR 16 , —OR 13 , —S(O) m2 R 14 , or phenyl substituted with (R 7 ) p ; and 
 R 27  is a halogen atom, phenyl, —OR 29 , or —S(O) m4 R 30 . 
 
     
     
       7. The heterocyclic amide compound or the salt thereof according to  claim 6 , wherein R 4a  is a hydrogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , or C 3-6  cycloalkyl; and
 R 27  is a halogen atom or —OR 29 . 
 
     
     
       8. The heterocyclic amide compound or the salt thereof according to  claim 4 , wherein Q is an aromatic heterocycle of Q-3; and
 W is an aromatic heterocycle of W-1. 
 
     
     
       9. The heterocyclic amide compound or the salt thereof according to  claim 8 , wherein R 1a  is a hydrogen atom, a halogen atom, C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 6 , C 3-6  cycloalkyl, (C 3-6 ) cycloalkyl substituted with R 6 , C 2-6  alkenyl, C 2-6  alkynyl, —C(O)R 8 , —S(O) m1 R 10 , —N(R 11 )R 12 , phenyl, phenyl substituted with (R 7 ) p , U-3, U-5a, U-6a, U-8, U-10a, or U-13a;
 R 2a  is a halogen atom, C 1-6  alkyl, or C 1-6  haloalkyl, and when n is an integer of 2 or more, R 2a  are optionally the same as or different from each other; 
 R 6  is a halogen atom, —C(O)OR 16 , —OR 13 , —S(O) m2 R 14 , or phenyl substituted with (R 7 ) p ; 
 R 7  is a halogen atom, C 1-6  alkyl, or —OR 15 ; 
 R 8  is a hydrogen atom or C 1-6  alkyl; 
 R 11  is C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 34 , C 3-6  cycloalkyl, C 2-6  alkenyl, C 2-6  alkynyl, phenyl, or phenyl substituted with (R 7 ) p ; 
 R 11  optionally forms a 6-membered ring together with a nitrogen atom to which R 11  and R 12  are bonded by forming a C 5  alkylene chain together with R 12 , and in this case, the alkylene chain optionally contains one O, S, S(O), or S(O) 2 ; 
 R 16  is a hydrogen atom or C 1-6  alkyl; 
 R 27  is phenyl substituted with (R 28 ) r , —OR 29 , —C(O)OR 16 , or —S(O) m4 R 30 ; 
 R 28  is a halogen atom or C 1-6  alkyl; and 
 R 34  is a halogen atom, cyano, C 3-6  cycloalkyl, —OR 33 , —S(O) m6 R 33 , phenyl, phenyl substituted with (R 7 ) p , U-1, or U-8. 
 
     
     
       10. The heterocyclic amide compound or the salt thereof according to  claim 9 , wherein R 5a  is C 1-6  alkyl, (C 1-6 ) alkyl substituted with R 27 , or C 2-6  alkenyl; and
 R 27  is —OR 29  or —S(O) m4 R 30 . 
 
     
     
       11. An agricultural chemical formulation comprising one or two or more of compounds selected from the heterocyclic amide compound and the salt thereof as claimed in  claim 1  as an active component. 
     
     
       12. A herbicide formulation comprising one or two or more of compounds selected from the heterocyclic amide compound and the salt thereof as claimed in  claim 1  as an active component.